>>149185596
Milo deals with worse things but he has nothing (as far as I know) that can deal with stands so on that side he would be at the complete mercy of WoU.
Moreover he needs to get in close for the colateral of his curse to even affect Tooru while Tooru can eat a burger in the other side of the city and rain calamity on Milo as long as he chases after him (and even if he stops Pursuing WoU could still harass him the same way he did against the Higashitaka family)
Also Calamity has two traits that (in my opinion) would fuck over Milo
The first one being that it bends logic, there's no way for Milo to prevent that a single leaf will cut one of his fingers, or that the rain will suddenly pierce his skin.
Second calamity can work in more ways than just direct harm (Josuke got arrested because of it and Rai got his food full of worms) it is entirely possible that Milo ends up losing access to his backpack or gadgets mid fight thanks to some unfortunate event, while Tooru's ability is much harder to shut down.
The one thing I think could flip the MU is if Milo has some Phineas and Ferb Scaling or something I'm not aware of